Vinyltriphenylphosphonium bromide

Base Information

• Chemical Name: Vinyltriphenylphosphonium bromide
• CAS No.: 5044-52-0
• Molecular Formula: C20H18P^.Br
• Molecular Weight: 369.241
• Hs Code.: 2931900090
• European Community (EC) Number: 225-740-3
• NSC Number: 84065
• DSSTox Substance ID: DTXSID10964684
• Mol file: 5044-52-0.mol

Synonyms:5044-52-0;Vinyltriphenylphosphonium bromide;Triphenyl(vinyl)phosphonium bromide;Triphenylvinylphosphonium bromide;ethenyl(triphenyl)phosphanium;bromide;EINECS 225-740-3;Vinylteriphenylphosphonium bromide;C20H18BrP;ethenyl(triphenyl)phosphanium bromide;NSC 84065;C20H18P.Br;vinyltriphenylphosphine bromide;SCHEMBL2450382;C20-H18-P.Br;DTXSID10964684;Triphenyl(vinyl)phosphoniumbromide;ITKNPVKTGWOSMK-UHFFFAOYSA-M;VRAYVWUMBAJVGH-UHFFFAOYSA-M;AMY42292;BCP22548;NSC84065;MFCD00011807;NSC-84065;Phosphonium, triphenylvinyl-, bromide;AKOS015900272;Phosphonium, ethenyltriphenyl-, bromide;VINYL TRIPHENYLPHOSPHONIUM BROMIDE;FT-0635523;T1644;D82102;Phosphonium, ethenyltriphenyl-, bromide (1:1);A828130

Chemical Property of Vinyltriphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white to beige fine crystalline powder
• Melting Point: 176-178 °C(lit.)
• PSA: 13.59000
• LogP: 1.12800
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive & Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 368.03295
• Heavy Atom Count: 22
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Triphenylvinylphosphonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Canonical SMILES: C=C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: Triphenylvinylphosphonium Bromide has been used to enhance the thermal stability of epoxy resin. It is commonly used as a Wittig reagent.

Technology Process of Vinyltriphenylphosphonium bromide

There total 7 articles about Vinyltriphenylphosphonium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

1-mesityl-3-(2-(triphenylphosphonio)eth-1-yl)imidazolium bromide → vinyltriphenylphosphonium bromide (5044-52-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 6h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7dt02759a

Reference yield: 60.0%

propan-1-ol (71-23-8) + dibromure de vinylene-1,2 bis-triphenylphosphonium → ethylenebis(triphenylphosphonium) dibromide (1519-45-5) + vinyltriphenylphosphonium bromide (5044-52-0) + Triphenyl-((E)-2-propoxy-vinyl)-phosphonium; bromide + (diphenylphosphoryl-2 phenyl-2 ethyl)-1 triphenylphosphonium

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Ambient temperature;

Reference yield:

(2-bromoethyl)triphenylphosphonium bromide (7301-93-1) → vinyltriphenylphosphonium bromide (5044-52-0)

Guidance literature:

With silver(l) oxide;

DOI:10.1016/S0022-328X(00)88730-6

upstream raw materials:

(2-bromoethyl)triphenylphosphonium bromide

propan-1-ol

isopropylamine

2-(hydroxyethyl)triphenylphosphonium bromide

Downstream raw materials:

4,4-diphenylbutyl 2-pyridyl sulphide

2-cyclohexylethyl 2-pyridyl sulphide

1,2,5-triphenyl-1H-pyrrole

1-(4-chlorophenyl)-2-methyl-5-phenyl-1H-pyrrole

Refernces

• 1、 Cristau, Henri-Jean,Bottaro, Denis,Plenat, Francoise,Pietrasanta, Francine,Christol, Henri. "SYNTHESE DE SELS DE VINYLPHOSPHONIUMS β-SUBSTITUES ET DE SELS D'ALKYLPHOSPHONIUMS β-DISUBSTITUES". . p. 63 - 72. Retrieved 2007/10/02.